HCID 20231523, compound → 5,14-Diamino-4,15-dimethyloctadecane

HRID 28190Notes

Reaction equation

NC(CCCCCCCCC(N)C(C)C)C(C)C.C(C1CC=CCCC=CCC(C(C)C)N=N1)(C)C.[CH3:37][CH:38]([CH:42]1[CH2:53][CH:52]=[CH:51][CH2:50][CH2:49][CH:48]=[CH:47][CH2:46][CH:45]([CH:54]([CH2:56][CH2:57][CH3:58])[CH3:55])[N:44]=[N:43]1)[CH2:39][CH2:40][CH3:41]>>[NH2:43][CH:42]([CH2:53][CH2:52][CH2:51][CH2:50][CH2:49][CH2:48][CH2:47][CH2:46][CH:45]([NH2:44])[CH:54]([CH3:55])[CH2:56][CH2:57][CH3:58])[CH:38]([CH3:37])[CH2:39][CH2:40][CH3:41]

Participants

Reactant 3

HCID 20231523HCID 20231523, compound

HCID 56611263HCID 56611263, compound

HCID 56635899HCID 56635899, compound

Product 1

HCID 234559235,14-Diamino-4,15-dimethyloctadecaneYield 77.4%

Procedure

If there are used in the manner described under (a), instead of 250 g (1 mol) of 3,12-diisopropyl-1,2-diaza-1,5,9-cyclododecatriene, 61 g (0.2 mol) of 3,12-di-(2-pentyl)-1,2-diaza-1,5,9-cyclododecatriene (diastereoisomeric mixture) and correspondingly reduced amounts of catalyst and solvent, using otherwise the same procedure, there is obtained, as the main fraction, 48.4 g (77% of theory) of 5,14-diamino-4,15-dimethyloctadecane in the form of colourless oil [b.p. 155°-159° C./0.03 Torr; nD20 =1.4632; IR (liquid) inter alia bands at 3246, and 1613 cm-1 ].

Sources & evidence

ORD record: ord-f74daa306fe749d8a33e55ceecaf4d11
Source dataset: uspto-grants-1980_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04225701

Reaction notes

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